Methyl triphenyl phosphonium chloride

Base Information

• Chemical Name: Methyl triphenyl phosphonium chloride
• CAS No.: 1031-15-8
• Molecular Formula: C19H18ClP
• Molecular Weight: 312.779
• Hs Code.: 29319090
• European Community (EC) Number: 418-400-2,629-340-3
• UNII: 0Z16KIM767
• DSSTox Substance ID: DTXSID70432258
• Mol file: 1031-15-8.mol

Synonyms:Methyltriphenylphosphoniumchloride (6CI,7CI);Phosphonium, methyltriphenyl-, chloride (8CI,9CI);Triphenylmethylphosphonium chloride;

Chemical Property of Methyl triphenyl phosphonium chloride

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.001Pa at 40℃
• Melting Point: 221°C (dec.)
• Boiling Point: 332.65℃ at 101.3kPa
• PSA: 13.59000
• Density: 1.22 at 23℃
• LogP: 0.61430
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: Soluble in methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 312.0834653
• Heavy Atom Count: 21
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Methyltriphenylphosphonium chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn;N,N,Xn
• Statements: 21/22-38-41-51/53
• Safety Statements: 22-26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]
• Uses: Methyltriphenylphosphonium chloride is used as a phase transfer catalyst in synthetic chemistry. It acts as a catalyst for regio-controlled ring-opening polymerization of substituted epoxides. It is utilized for controlling the corrosion iron. It acts as a reactant for intramolecular nitrone cycloaddition. In addition to this, it is used for neoplasm inhibition through antimitochondrial effect.

Technology Process of Methyl triphenyl phosphonium chloride

There total 31 articles about Methyl triphenyl phosphonium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

methylmagnesium chloride (676-58-4) + dichlorotriphenyl-λ4-phosphane (19171-57-4) → methyltriphenylphosphonium chloride (1031-15-8)

Guidance literature:

methylmagnesium chloride; dichlorotriphenyl-λ⁴-phosphane; In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; for 0.166667h;

DOI:10.1039/c8cc02173b

Reference yield: 90.0%

triphenylphosphine (603-35-0) + N-chloroacetyl-N'-phenylurea (4791-23-5) → phenyl carbamate (64-10-8) + methyltriphenylphosphonium chloride (1031-15-8) + [2-Oxo-2-(3-phenyl-ureido)-ethyl]-triphenyl-phosphonium; chloride

Guidance literature:

In acetonitrile; at 20 ℃; for 240h;

DOI:10.1080/00397919608005231

Reference yield: 81.0%

carboxymethyltriphenylphosphoniumm chloride (7343-26-2) → methyltriphenylphosphonium chloride (1031-15-8)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water;

upstream raw materials:

methylene chloride

triphenylphosphine

trimethyl-methylenearsorane

chloro-trimethyl-silane

Downstream raw materials:

4-phenyl-1-(triphenylphosphoranylidene)butan-2-one

5-methoxy-2-vinyl-4-azaindole

C₈H₄BrF₃

C₁₁H₁₁ClO₂

Refernces

• 1、 Schumann, Herbert,Reier, Friedrich Wilhelm. "METALLORGANISCHE VERBINDUNGEN DER LANTHANOIDE. X. BIS(η5-CYCLOPENTADIENYL)CHLOROLUTETINYLMETHYLENTRIPHENYLPHOSPHORAN: EIN ZWITTERIONISCHES METALLORGANYL DER LANTHANOIDENREIHE". . p. C10 - C12. Retrieved 1981.
• 2、 Cao, Jilei,Tang, Xinxin,Toh, Ren Wei,Wang, Han,Wu, Jie,Wu, Xiangyang,Xu, Jinhui,Yang, Xiaona,Yeow, Edwin K. L.,Zhou, Rong. "Unveiling Extreme Photoreduction Potentials of Donor-Acceptor Cyanoarenes to Access Aryl Radicals from Aryl Chlorides". supporting information. p. 13266 - 13273. Retrieved 2021/09/07.
• 3、 -. "Quaternary phosphonium salt flame retardant and synthesis method and application thereof". Paragraph 0210-0214. . Retrieved 2020/06/20.